My wife felt like she was going to get sucked off of the back of my vegas the one time we rode. It was windy out we made it 20 miles and turned around and went home, it was uncomfortable, the backrest was to small, and there was no wind protection for her, and I had a tall windshield on it. The next weekend I traded it for my cross country, I put a backrest, the vic soft lowers on it and a klockwerx flare on it and even at 100 mph my wife was comfy and felt very safe, but she did tell me to slow down! From my experience, if you plan to do much 2up riding, get the cross bike, you won't regret it one bit.

The momma has a mile-or-more in the saddle. We were talking about this the past few days. I asked if the XCT was as good as the Wing was. She said the seat fix was the final fix. We had her lowered about an inch. It wasn't intentional, just how the seat was made. It also made the bike much more stable 2 up. With the Klock Works Flip she is very happy. Strong crosswinds are the only thing she feels, and there isn't any way around that.
Vents open about an inch and the KW Flip, seems good from 55 to 105 degrees and she is sleeping just fine on long trips. I would say she is comfy.
Good Luck

Better backrest is where I would go first. My trade on the XCT had a medium to large backrest on it and she felt it was fine. Initially her complaint on the XCT was that the pad vibrated and caused her back to itch. She has either gotten over it or now enjoys it. We've been 100+ a few times and she gets much less wind over my old bagger. I've got a Klockwerks screen and she is 5'3".

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2012 Victory Cross Country Tour, Sunset Red.
Parts added to make her louder, faster and more mine.